Holly Willoughby Stories

2,793 results
Orientation
Length
Source
Infinite Scroll

My Life

by jimhaullis on Sep 16, 2017
Fetish

Please tell me what you think! I'm I the only married man that enjoys having his wife in pantyhose? Am I the only man who is lucky to have a wife that enjoys role playing? * Start: I'm not sure really sure when it started or how it started but for as long as I can remember I've loved pantyhose. My mom worked at a bank during the day and at night in a rest...

Elmswood Academy: Road Testing

by Tundra54123 on Sep 12, 2017
BDSM

Holly had been at Elmswood Academy for just over 3 years, she joined the ranks of girls there on the day of her 18th birthday. Not long after her arrival she found the Academy had more to it than most people thought. Not just was it the most reputable school for the training of young women but it was also home to some of the worlds most creative people worki...

Holly Makes My Day Better Pt. 03

by ObsessedWithWomen19 on Feb 11, 2019
Celebrities & Fan Fiction

*WARNING!! This story is in no way based on anything real and is completely fiction. Do not take this story seriously as it is only for your enjoyment. Anyone below the age of 18 is not allowed to read as it is rather explicit, leave reviews please. Any requests can be sent to me and they'll go through to my email and I hope you enjoy* ***** I woke up a f...

Yacht Club Show-Offs At Home

by TheSparkZone on Sep 18, 2017
Exhibitionist & Voyeur

I'm now a twenty-two year old Midwestern college girl who loves to party, but my funds are still limited. In fact, I desperately needed some serious cash to cover the balance due on my tuition. Otherwise I wouldn't be able to graduate this spring. It was a nice day so I decided to sit on the lawn outside my apartment and try to get my mind off my financial...

For Your Viewing Pleasure Ch. 01

by charles_dickenpussy on Sep 11, 2017
Toys & Masturbation

Note: All characters in this story are over the age of 18. ***** It had been a long day. Holly had stayed up most of the night before cramming for her last final exam of the semester. She should not have put it off for so long, but it was hard to focus on studying when there was porn just a few clicks away. She had only recently started watching porn. Sh...

Mystery Girl Ch. 02

by bigman_569 on Sep 1, 2017
Exhibitionist & Voyeur

This is a the 2nd part of the series "Mystery girl" There I was lying in bed after one of the hottest scenes I have ever witnessed or been a part of. Holly and this mystery woman had given me a sexual pleasure that a red-blooded male could only dream about. And that's when it hit me who this mystery woman was. About one week ago, I had taken Holly out to d...

Hotwife, A Happy Life

by Obobby on Jul 6, 2020
Loving Wives

My wife, Holly, thrust her tongue into my mouth as she kissed me, and I tensed for just a moment as my own cum slid from her mouth into mine. My hands slid into her blonde, wavy hair and pulled her into a deeper kiss, as the young woman who we'd met just a few hours earlier, Bethany, slowly stroked my now softening cock. The words she'd told my wife a moment...

Unstuck

by humantouch on Sep 17, 2017
Mature

Holly wiped the tears from her eyes as she cleaned up the mess her boyfriend had left all over the floor. It was their second fight in 2 days and before he stormed out he had thrown so much around, it looked like an earthquake had come through. In their small and shoddy apartment there was broken glass in the kitchen, and a pan full of noodles she had made f...

Christmas Candy Ch. 02

by jadeQ on Sep 1, 2017
Group Sex

Holly knocked on the door. This was her sister Mary's house. It might have been hers if she had held onto Cole. Instead her sister had married her boyfriend and now lived in this lovely house in the suburbs. The house had been trimmed for the holidays - lights twinkled from the edge of the roof, reindeer frolicked in the dark yard, and a short Santa stood gu...

A Fair to Remember

by mojopirate on Sep 17, 2017
Loving Wives

My wife, Holly, and I went to the Fillmore Street Festival in San Francisco during the 4th of July holiday season. There was a ton of sun, great bands, and a lot of beer stands. The latter was particularly important because tensions between my wife and I were high. We had gotten in a pretty mean-spirited fight the night before, and we were both still a bit s...